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Verdazyl Radical Building Blocks: Synthesis, Structure, and Sonogashira Cross‐Coupling Reactions
Author(s) -
Petunin Pavel V.,
Martynko Ekaterina A.,
Trusova Marina E.,
Kazantsev Maxim S.,
Rybalova Tatyana V.,
Valiev Rashid R.,
Uvarov Mikhail N.,
Mostovich Evgeny. A.,
Postnikov Pavel S.
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701783
Subject(s) - sonogashira coupling , chemistry , radical , biphenyl , cyclic voltammetry , coupling reaction , crystal structure , photochemistry , combinatorial chemistry , organic chemistry , palladium , catalysis , electrode , electrochemistry
A general and effective method for the synthesis of 3‐phenylveradzyl radicals bearing a variety of iodophenyl substituents has been developed. The synthesized radicals have been characterized by ESR, UV/Vis spectroscopy, and cyclic voltammetry. Structures of biphenyl‐substituted radicals have been solved by X‐ray crystal structure analysis. The synthesized iodoverdazyls are applicable in the Sonogashira coupling reaction for the preparation of a wide range of ethynyl derivatives. Both N‐2 and C‐6 substituents were functionalized through Sonogashira coupling.